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New derivatives of dibenzo[ b,e ][1,4]diazepin‐1‐ones by an efficient synthesis and spectroscopy
Author(s) -
Cortés Eduardo Cortés,
Cornejo Ana L. Valencia,
de Cortés Olivia GarcíaMellado
Publication year - 2007
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570440128
Subject(s) - chemistry , benzaldehyde , nuclear magnetic resonance spectroscopy , dissociation (chemistry) , spectroscopy , stereochemistry , high resolution , condensation , medicinal chemistry , organic chemistry , catalysis , physics , remote sensing , quantum mechanics , thermodynamics , geology
An efficient synthesis of four steps to obtain twelve new derivatives of 3,3‐dimethyl‐2,3,4,5,10,11‐hexahydro‐8‐[( o ‐; and p ‐methoxy)phenoxy]‐11‐[( o ‐; and p ‐R)phenyl]‐1 H ‐dibenzo[ b,e ][1,4]diazepin‐1‐ones IV, 1‐12 with possible biological and pharmacological activity as anticonvulsant and schizophrenia treatment in the central nervous system (CNS). The final products were obtained by condensation and cyclization between 3‐{4‐[( o ‐; and p ‐methoxy)phenoxy]‐1,2‐phenylenediamine}‐5,5‐dimethyl‐2‐cyclohexenone with ( o ‐; and p ‐R)benzaldehyde. The structure of all products was corroborated by spectroscopy of ir, 1 H‐nmr, 13 C‐nmr, with bidimensional experiments and MS in Low and high resolution with Collision‐Induced Dissociation experiments (CID).